Asymmetric total synthesis of (+)- and (-)-clusianone and (+)- and (-)-clusianone methyl enol ether via ACC alkylation and evaluation of their anti-HIV activity.

Asymmetric total synthesis of (+)- and (-)-clusianone and (+)- and (-)-clusianone methyl enol ether via ACC alkylation and evaluation of their anti-HIV activity.
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DOI:
10.1016/j.bmcl.2011.02.074
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发表时间:
2011-04-15
影响因子:
2.7
通讯作者:
Coltart, Don M.
Coltart, Don M.
中科院分区:
医学4区
文献类型:
--
作者:
Garnsey, Michelle R.;Matous, James A.;Kwiek, Jesse J.;Coltart, Don M.

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报道了全不对称合成(+)-和(−)-clusianone以及(+)-和(−)-clusianone甲基烯醇醚。通过使用ACC烷基化实现不对称诱导,提供关键中间体的er为99:1。对这四种合成化合物的抗hiv活性进行了评价。(+)-和(−)-clusianone均表现出显著的抗hiv活性。
The total asymmetric synthesis of (+)- and (−)-clusianone and (+)- and (−)-clusianone methyl enol ether is reported. Asymmetric induction is achieved through the use of ACC alkylation, providing the key intermediates with an er of 99:1. The four synthetic compounds were evaluated for their anti-HIV activity. Both (+)- and (−)-clusianone displayed significant anti-HIV activity.
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